N‐Ethylacetonitrilium Tetrafluoroborate

[462-35-1] C4H8BF4N (MW 156.91) InChI = 1S/C4H8N.BF4/c1-3-5-4-2;2-1(3,4)5/h3H2,1-2H3;/q+1;-1 InChIKey = HHVVEXVMCIRJBZ-UHFFFAOYSA-N (reagent for the dehydration of aldoximes to nitriles1) Form Supplied in: needles; very unstable; not commercially available. Preparative Methods: this salt can be prepared by N-alkylation of Acetonitrile with Triethyloxonium Tetrafluoroborate (eq 1),2 or by C-alkylation of isocyanides.1 The treatment of O,O,O-triethyl phosphorothioate with equimolar amounts of Nitrosonium Tetrafluoroborate in anhydrous acetonitrile gave the N-ethylacetonitrilium ion in moderate yield (eq 2).3 (1) (2) Handling, Storage, and Precautions: powerful alkylating agent similar to triethyloxonium tetrafluoroborate; treat with due caution.